Photo by Ann Sair

Leelanau Peninsula Wineries Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Leelanau Peninsula Wineries holiday rentals

Sugarloaf Chalet 3BDR Loft 2510

Sugarloaf Chalet 3BDR Loft 2510
3.0 star property
Cedar
9.4 out of 10, Exceptional, (3)
"The pictures of this property do not do it justice! This cute, super clean mid century modern chalet has everything you could ever need. The beds were super comfortable, the main spaces for gathering were inviting and cozy. The views out each window are a visibly stunning green space. There is easy access to all the wineries in the area. I would definitely stay there again."
United States
Pamela
The price is NZ$1,082
includes taxes & fees
15 Jan - 16 Jan
Sugarloaf Chalet 3BDR Loft 2510

Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing

Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing
Leland
9.8 out of 10, Exceptional, (170)
"We were comfortable, can't wait to stay again."
United States
Chris T.
The price is NZ$967
includes taxes & fees
2 Jan - 3 Jan
Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
2.0 star property
Lake Leelanau
9.8 out of 10, Exceptional, (8)
"Perfect location for exploring the Leelanau Peninsula. Unit was exactly as described. Beautiful unit and beds/linens were great."
United States
Kelli T.
The price is NZ$911
includes taxes & fees
2 Jan - 3 Jan
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4

Chic and Cozy Condo

Chic and Cozy Condo
Glen Arbor
9.6 out of 10, Exceptional, (233)
"As advertised- nice little place. Good views from windows."
United States
Philip G.
The price is NZ$580
includes taxes & fees
2 Jan - 3 Jan
Chic and Cozy Condo

The Birches - Condotel in Lake Leelanau

The Birches - Condotel in Lake Leelanau
3.5 star property
Lake Leelanau
9.6 out of 10, Exceptional, (9)
"My family and I thoroughly enjoyed our stay at this beautiful, modern home. The space was clean, stylish, and had everything we needed for a comfortable and memorable visit. Although we initially had trouble accessing the unit due to unclear instructions, once we got in, everything was fantastic. We truly appreciated the peaceful atmosphere and thoughtful touches throughout. We’re definitely planning to come back! "
United States
Rajaa
The price is NZ$927
includes taxes & fees
6 Jan - 7 Jan
The Birches - Condotel in Lake Leelanau

Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC

Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC
Suttons Bay
10.0 out of 10, Exceptional, (23)
"Relaxing, lots of room to spread out and great location. "
United States
Lueder
The price is NZ$823
includes taxes & fees
25 Jan - 26 Jan
Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC

The Leland Blue on M-22

The Leland Blue on M-22
Suttons Bay
10.0 out of 10, Exceptional, (15)
"In a great location, hosts were fast with communication, house was well stocked and clean. Overall amazing stay. Would definitely recommend for any stays in the suttons bay/traverse city area."
United States
Julie L.
The price is NZ$589
includes taxes & fees
11 Jan - 12 Jan
The Leland Blue on M-22

🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633

🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633
Traverse City
9.8 out of 10, Exceptional, (12)
"A fantastic stay! The lake views from the back window were absolutely breathtaking. The house was spotless and a perfect, convenient location for exploring both Traverse City and Suttons Bay. We'll definitely be back!"
United States
Christopher S.
The price is NZ$1,315
includes taxes & fees
4 Jan - 5 Jan
🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633

Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W

Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W
Cedar
10.0 out of 10, Exceptional, (1)
"We had a wonderful weekend at this beautiful place. Robin replied the message extremely fast, and they even provide a cage for our dogs and it save us a lot of time to settle our pets. The rooms are wonderful and really comfy. I love how they designed their kitchen, it looks wonderful. We started a pit fire in the night and the wood was provided right next to the pit. Its really convenient! I would definitely come visit again!"
United States
Chenwei W.
The price is NZ$1,077
includes taxes & fees
5 Jan - 6 Jan
Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W

LakeHaus Vibes + Hot Tub

LakeHaus Vibes + Hot Tub
Traverse City
9.0 out of 10, Wonderful, (2)
"The home and location were wonderful. The backyard faced east, looking across grand traverse bay, so we watched a beautiful sunrise every morning. We were located just north of the city, so did not have to deal with the traffic every day. Would definitely recommend!!!"
United States
russell r.
LakeHaus Vibes + Hot Tub

Studio in Lake Leelanau with outside entrance, king bed, & WiFi

Studio in Lake Leelanau with outside entrance, king bed, & WiFi
Lake Leelanau
8.8 out of 10, Excellent, (9)
"Great host, space and experience!"
United States
Steven C.
The price is NZ$520
includes taxes & fees
2 Jan - 3 Jan
Studio in Lake Leelanau with outside entrance, king bed, & WiFi

Charming 3 Bedroom in the heart of Leelanau County

Charming 3 Bedroom in the heart of Leelanau County
Northport
9.2 out of 10, Wonderful, (23)
"Great place to stay after visiting area wineries with my gal pals!"
United States
Kathryn B.
Charming 3 Bedroom in the heart of Leelanau County

🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510

🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510
Cedar
8.4 out of 10, Very good, (6)
"The property location was great! Really close to many Leelanau wineries and Suttons Bay. The amenities were nice, especially in the kitchen."
United States
Heather G.
The price is NZ$1,601
includes taxes & fees
15 Jan - 16 Jan
🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510

🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550

🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550
Traverse City
The price is NZ$1,261
includes taxes & fees
4 Jan - 5 Jan
🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5
2.0 star property
Lake Leelanau
10.0 out of 10, Exceptional, (2)
"Great location, conveniently located between Leland and Suttons Bay. Large rooms with all the amenities. "
United States
W B.
The price is NZ$911
includes taxes & fees
8 Jan - 9 Jan
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
2.0 star property
Lake Leelanau
9.6 out of 10, Exceptional, (8)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
The price is NZ$911
includes taxes & fees
2 Jan - 3 Jan
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1
2.0 star property
Lake Leelanau
9.6 out of 10, Exceptional, (4)
"The property was wonderful. It was all brand new, super clean and a great location! I would highly recommended. "
United States
Jackie N.
The price is NZ$911
includes taxes & fees
2 Jan - 3 Jan
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1

The Birches Condotel Unit 3

The Birches Condotel Unit 3
2.0 star property
Lake Leelanau
The price is NZ$1,066
includes taxes & fees
2 Jan - 3 Jan
The Birches Condotel Unit 3

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2
2.0 star property
Lake Leelanau
8.8 out of 10, Excellent, (3)
"this is not for faint of heart, there is 2 floors and 2 long stairways to get to them,is hard for anyone with heart disease or shortness of breathe to go up and down for any long period of time. The owners take awhile to respond to messages, they want you to strip the bed linens when u leave and start dishwasher, i thought people were paid to do that, but the condos are beautiful."
United States
aileen t.
The price is NZ$911
includes taxes & fees
2 Jan - 3 Jan
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2

The Birches Condotel Unit 2

The Birches Condotel Unit 2
2.0 star property
Lake Leelanau
2.0 out of 10, (1)
"Horrible management of this property. Do not stay here "
United States
george
The price is NZ$1,066
includes taxes & fees
2 Jan - 3 Jan
The Birches Condotel Unit 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Leelanau Peninsula Wineries Hotel Reviews

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leelanau Peninsula Wineries holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leelanau Peninsula Wineries holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leelanau Peninsula Wineries holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leelanau Peninsula Wineries. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leelanau Peninsula Wineries holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leelanau Peninsula Wineries holiday rentals we have selected for you start as low as NZ$580 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leelanau Peninsula Wineries rentals

At Expedia, we put the best Leelanau Peninsula Wineries holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leelanau Peninsula Wineries rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leelanau Peninsula Wineries holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leelanau Peninsula Wineries. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.